Structure

Physi-Chem Properties

Molecular Weight:  242.26
Volume:  294.082
LogP:  6.615
LogD:  4.477
LogS:  -6.373
# Rotatable Bonds:  13
TPSA:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.434
Synthetic Accessibility Score:  2.416
Fsp3:  1.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.484
MDCK Permeability:  1.3485293493431527e-05
Pgp-inhibitor:  0.002
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.003
20% Bioavailability (F20%):  0.192
30% Bioavailability (F30%):  0.974

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.077
Plasma Protein Binding (PPB):  98.0995864868164%
Volume Distribution (VD):  2.429
Pgp-substrate:  1.5928125381469727%

ADMET: Metabolism

CYP1A2-inhibitor:  0.578
CYP1A2-substrate:  0.212
CYP2C19-inhibitor:  0.415
CYP2C19-substrate:  0.078
CYP2C9-inhibitor:  0.213
CYP2C9-substrate:  0.839
CYP2D6-inhibitor:  0.231
CYP2D6-substrate:  0.107
CYP3A4-inhibitor:  0.313
CYP3A4-substrate:  0.07

ADMET: Excretion

Clearance (CL):  5.515
Half-life (T1/2):  0.177

ADMET: Toxicity

hERG Blockers:  0.176
Human Hepatotoxicity (H-HT):  0.016
Drug-inuced Liver Injury (DILI):  0.031
AMES Toxicity:  0.005
Rat Oral Acute Toxicity:  0.013
Maximum Recommended Daily Dose:  0.024
Skin Sensitization:  0.945
Carcinogencity:  0.034
Eye Corrosion:  0.974
Eye Irritation:  0.959
Respiratory Toxicity:  0.436

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC221022

Natural Product ID:  NPC221022
Common Name*:   2-Hexyldecan-1-Ol
IUPAC Name:   2-hexyldecan-1-ol
Synonyms:  
Standard InCHIKey:  XULHFMYCBKQGEE-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C16H34O/c1-3-5-7-9-10-12-14-16(15-17)13-11-8-6-4-2/h16-17H,3-15H2,1-2H3
SMILES:  CCCCCCCCC(CCCCCC)CO
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3560208
PubChem CID:   95337
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0001334] Fatty alcohols

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. PMID[19919095]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota flower buds and leaves Khon Kaen province, Thailand 2010 PMID[23270663]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Leaves n.a. n.a. PMID[23642481]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Flowers n.a. n.a. PMID[26462418]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota Rhizome n.a. n.a. Database[FooDB]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO420 Eucheuma muricatum Species Solieriaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO420 Eucheuma muricatum Species Solieriaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO420 Eucheuma muricatum Species Solieriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3478 Nelumbo nucifera Species Nelumbonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Potency n.a. 68589.6 nM PubChem BioAssay data set

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC221022 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9444 High Similarity NPC177022
0.9211 High Similarity NPC160261
0.9211 High Similarity NPC469759
0.8611 High Similarity NPC283682
0.8571 High Similarity NPC473914
0.8333 Intermediate Similarity NPC215358
0.8333 Intermediate Similarity NPC181516
0.8333 Intermediate Similarity NPC205141
0.8333 Intermediate Similarity NPC139131
0.8333 Intermediate Similarity NPC185538
0.8333 Intermediate Similarity NPC272998
0.8333 Intermediate Similarity NPC291158
0.8056 Intermediate Similarity NPC126915
0.7895 Intermediate Similarity NPC97967
0.7838 Intermediate Similarity NPC152759
0.7838 Intermediate Similarity NPC12231
0.7778 Intermediate Similarity NPC24506
0.7778 Intermediate Similarity NPC147096
0.7778 Intermediate Similarity NPC225783
0.7778 Intermediate Similarity NPC163556
0.7778 Intermediate Similarity NPC112242
0.7778 Intermediate Similarity NPC236797
0.7778 Intermediate Similarity NPC185041
0.7727 Intermediate Similarity NPC87439
0.7692 Intermediate Similarity NPC474914
0.7692 Intermediate Similarity NPC61665
0.7692 Intermediate Similarity NPC474392
0.7692 Intermediate Similarity NPC328441
0.7674 Intermediate Similarity NPC144891
0.7556 Intermediate Similarity NPC223468
0.7556 Intermediate Similarity NPC287550
0.7556 Intermediate Similarity NPC176309
0.7556 Intermediate Similarity NPC147343
0.7556 Intermediate Similarity NPC84030
0.7556 Intermediate Similarity NPC198540
0.75 Intermediate Similarity NPC74352
0.7442 Intermediate Similarity NPC474125
0.7442 Intermediate Similarity NPC474126
0.7368 Intermediate Similarity NPC66124
0.7368 Intermediate Similarity NPC319034
0.7368 Intermediate Similarity NPC72324
0.7368 Intermediate Similarity NPC1748
0.7368 Intermediate Similarity NPC193062
0.7222 Intermediate Similarity NPC279895
0.7105 Intermediate Similarity NPC122962
0.7105 Intermediate Similarity NPC267243
0.7021 Intermediate Similarity NPC477878
0.7021 Intermediate Similarity NPC314087
0.7021 Intermediate Similarity NPC324793
0.6944 Remote Similarity NPC276332
0.6944 Remote Similarity NPC39869
0.6905 Remote Similarity NPC473568
0.6905 Remote Similarity NPC197039
0.6905 Remote Similarity NPC469714
0.6905 Remote Similarity NPC469712
0.6809 Remote Similarity NPC21844
0.6792 Remote Similarity NPC135438
0.6792 Remote Similarity NPC322148
0.6744 Remote Similarity NPC471282
0.6739 Remote Similarity NPC240994
0.6735 Remote Similarity NPC131623
0.6667 Remote Similarity NPC161473
0.6667 Remote Similarity NPC476735
0.66 Remote Similarity NPC307022
0.6596 Remote Similarity NPC77550
0.6596 Remote Similarity NPC314679
0.6596 Remote Similarity NPC108441
0.6591 Remote Similarity NPC152008
0.6579 Remote Similarity NPC110884
0.6545 Remote Similarity NPC122239
0.6538 Remote Similarity NPC286752
0.6538 Remote Similarity NPC53209
0.6481 Remote Similarity NPC236588
0.6458 Remote Similarity NPC14552
0.6415 Remote Similarity NPC277917
0.6415 Remote Similarity NPC89069
0.6415 Remote Similarity NPC471269
0.6415 Remote Similarity NPC166894
0.6415 Remote Similarity NPC84824
0.6415 Remote Similarity NPC283655
0.6415 Remote Similarity NPC178223
0.6415 Remote Similarity NPC67508
0.6389 Remote Similarity NPC172053
0.6389 Remote Similarity NPC275462
0.6383 Remote Similarity NPC469781
0.6383 Remote Similarity NPC55023
0.6383 Remote Similarity NPC313795
0.6346 Remote Similarity NPC72722
0.6341 Remote Similarity NPC474120
0.6341 Remote Similarity NPC474089
0.6341 Remote Similarity NPC139569
0.6316 Remote Similarity NPC159845
0.6316 Remote Similarity NPC52362
0.6316 Remote Similarity NPC148174
0.6316 Remote Similarity NPC218585
0.6316 Remote Similarity NPC71460
0.6296 Remote Similarity NPC24443
0.625 Remote Similarity NPC12438
0.625 Remote Similarity NPC210560
0.625 Remote Similarity NPC24824
0.625 Remote Similarity NPC30195
0.625 Remote Similarity NPC165651
0.625 Remote Similarity NPC470363
0.625 Remote Similarity NPC76976
0.6207 Remote Similarity NPC114891
0.6207 Remote Similarity NPC279200
0.6207 Remote Similarity NPC292419
0.6207 Remote Similarity NPC290791
0.62 Remote Similarity NPC95969
0.62 Remote Similarity NPC127997
0.62 Remote Similarity NPC294858
0.62 Remote Similarity NPC316035
0.6182 Remote Similarity NPC291147
0.6182 Remote Similarity NPC29976
0.6182 Remote Similarity NPC119425
0.6182 Remote Similarity NPC150713
0.6136 Remote Similarity NPC316546
0.6122 Remote Similarity NPC319709
0.6122 Remote Similarity NPC328497
0.6122 Remote Similarity NPC249754
0.6122 Remote Similarity NPC324004
0.6122 Remote Similarity NPC289484
0.6111 Remote Similarity NPC23071
0.6111 Remote Similarity NPC256186
0.6102 Remote Similarity NPC118937
0.6102 Remote Similarity NPC309300
0.6102 Remote Similarity NPC476702
0.6102 Remote Similarity NPC225415
0.6102 Remote Similarity NPC167995
0.6102 Remote Similarity NPC290367
0.6102 Remote Similarity NPC159654
0.6102 Remote Similarity NPC281540
0.6102 Remote Similarity NPC69149
0.6087 Remote Similarity NPC325452
0.6087 Remote Similarity NPC248763
0.6078 Remote Similarity NPC329773
0.6078 Remote Similarity NPC26960
0.6078 Remote Similarity NPC182102
0.6071 Remote Similarity NPC10017
0.6071 Remote Similarity NPC87296
0.6071 Remote Similarity NPC475830
0.6071 Remote Similarity NPC215671
0.6071 Remote Similarity NPC226848
0.6071 Remote Similarity NPC475515
0.6071 Remote Similarity NPC47663
0.6042 Remote Similarity NPC62014
0.6034 Remote Similarity NPC475251
0.6034 Remote Similarity NPC274704
0.6 Remote Similarity NPC41577
0.6 Remote Similarity NPC31557
0.6 Remote Similarity NPC474380
0.6 Remote Similarity NPC473276
0.6 Remote Similarity NPC13105
0.6 Remote Similarity NPC476737
0.6 Remote Similarity NPC80463
0.6 Remote Similarity NPC238352
0.6 Remote Similarity NPC106872
0.6 Remote Similarity NPC308844
0.6 Remote Similarity NPC100445
0.6 Remote Similarity NPC243469
0.6 Remote Similarity NPC477009
0.6 Remote Similarity NPC472946
0.6 Remote Similarity NPC260116
0.6 Remote Similarity NPC163678
0.6 Remote Similarity NPC476330
0.6 Remote Similarity NPC475943
0.6 Remote Similarity NPC3531
0.6 Remote Similarity NPC190827
0.6 Remote Similarity NPC28394
0.6 Remote Similarity NPC27243
0.5965 Remote Similarity NPC475931
0.5965 Remote Similarity NPC185116
0.5965 Remote Similarity NPC475968
0.5946 Remote Similarity NPC213764
0.5932 Remote Similarity NPC474552
0.5932 Remote Similarity NPC235788
0.5918 Remote Similarity NPC308301
0.5909 Remote Similarity NPC128996
0.5902 Remote Similarity NPC476406
0.5902 Remote Similarity NPC44122
0.5902 Remote Similarity NPC272125
0.5902 Remote Similarity NPC476039
0.5902 Remote Similarity NPC286669
0.5902 Remote Similarity NPC222366
0.5902 Remote Similarity NPC142712
0.5902 Remote Similarity NPC149680
0.5897 Remote Similarity NPC223195
0.5893 Remote Similarity NPC52012
0.5862 Remote Similarity NPC240506
0.5862 Remote Similarity NPC475412
0.5854 Remote Similarity NPC272426
0.5833 Remote Similarity NPC76051
0.5833 Remote Similarity NPC314103
0.5833 Remote Similarity NPC15162
0.5833 Remote Similarity NPC287331
0.5833 Remote Similarity NPC52403
0.5833 Remote Similarity NPC252978
0.5833 Remote Similarity NPC302939
0.5818 Remote Similarity NPC148216
0.5818 Remote Similarity NPC130209

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC221022 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8333 Intermediate Similarity NPD5383 Approved
0.8333 Intermediate Similarity NPD2272 Approved
0.7556 Intermediate Similarity NPD385 Approved
0.7556 Intermediate Similarity NPD384 Approved
0.7045 Intermediate Similarity NPD1462 Approved
0.6977 Remote Similarity NPD1460 Approved
0.6596 Remote Similarity NPD634 Phase 3
0.6596 Remote Similarity NPD386 Approved
0.6596 Remote Similarity NPD388 Approved
0.6591 Remote Similarity NPD7536 Approved
0.6545 Remote Similarity NPD3198 Approved
0.6538 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6471 Remote Similarity NPD3186 Phase 1
0.6275 Remote Similarity NPD7348 Clinical (unspecified phase)
0.6122 Remote Similarity NPD3211 Approved
0.6102 Remote Similarity NPD7909 Approved
0.6 Remote Similarity NPD77 Approved
0.6 Remote Similarity NPD9450 Approved
0.5854 Remote Similarity NPD908 Approved
0.5854 Remote Similarity NPD1461 Approved
0.5854 Remote Similarity NPD907 Approved
0.5833 Remote Similarity NPD367 Approved
0.5818 Remote Similarity NPD342 Phase 1
0.5769 Remote Similarity NPD3214 Discontinued
0.5745 Remote Similarity NPD2270 Approved
0.5738 Remote Similarity NPD3171 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6705 Phase 1
0.5652 Remote Similarity NPD9453 Phase 3
0.5652 Remote Similarity NPD5799 Discontinued
0.5636 Remote Similarity NPD615 Clinical (unspecified phase)
0.5625 Remote Similarity NPD4267 Clinical (unspecified phase)

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data